JP2000273396A5 - Coating composition and coating film formed from this - Google Patents
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- JP2000273396A5 JP2000273396A5 JP1999084536A JP8453699A JP2000273396A5 JP 2000273396 A5 JP2000273396 A5 JP 2000273396A5 JP 1999084536 A JP1999084536 A JP 1999084536A JP 8453699 A JP8453699 A JP 8453699A JP 2000273396 A5 JP2000273396 A5 JP 2000273396A5
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- 239000011248 coating agent Substances 0.000 title description 15
- 238000000576 coating method Methods 0.000 title description 15
- 239000008199 coating composition Substances 0.000 title description 13
- 150000001282 organosilanes Chemical class 0.000 description 15
- -1 perfluoro Chemical group 0.000 description 13
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 10
- 125000004432 carbon atoms Chemical group C* 0.000 description 8
- 238000011109 contamination Methods 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 8
- 229910052710 silicon Inorganic materials 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 5
- 229910052731 fluorine Inorganic materials 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- QYKIQEUNHZKYBP-UHFFFAOYSA-N vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000011941 photocatalyst Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000180 Alkyd Polymers 0.000 description 2
- XUCNUKMRBVNAPB-UHFFFAOYSA-N Vinyl fluoride Chemical group FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000005202 decontamination Methods 0.000 description 2
- 230000003588 decontaminative Effects 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 125000003709 fluoroalkyl group Chemical group 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 230000001699 photocatalysis Effects 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N silicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- KHXKESCWFMPTFT-UHFFFAOYSA-N 1,1,1,2,2,3,3-heptafluoro-3-(1,2,2-trifluoroethenoxy)propane Chemical compound FC(F)=C(F)OC(F)(F)C(F)(F)C(F)(F)F KHXKESCWFMPTFT-UHFFFAOYSA-N 0.000 description 1
- ZOAMZFNAPHWBEN-UHFFFAOYSA-N 2-$l^{1}-oxidanylpropane Chemical group CC(C)[O] ZOAMZFNAPHWBEN-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229940108066 Coal Tar Drugs 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- HCDGVLDPFQMKDK-UHFFFAOYSA-N Hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 229920002803 Thermoplastic polyurethane Polymers 0.000 description 1
- JMXKSZRRTHPKDL-UHFFFAOYSA-N Titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 1
- 241001147388 Uncia Species 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
- 125000005103 alkyl silyl group Chemical group 0.000 description 1
- 229910052782 aluminium Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- OEERIBPGRSLGEK-UHFFFAOYSA-N carbon dioxide;methanol Chemical compound OC.O=C=O OEERIBPGRSLGEK-UHFFFAOYSA-N 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000003247 decreasing Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 125000005920 sec-butoxy group Chemical group 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Chemical group 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Description
【特許請求の範囲】
【請求項１】 （Ａ）下記一般式（１）
（Ｒ１）ｎＳｉ（ＯＲ２）４−ｎ・・・・・（１）
（式中、Ｒ１は、２個存在するときは同一または異なり、炭素数１〜８の１価の有機基を示し、Ｒ２は、同一または異なり、炭素数１〜５のアルキル基または炭素数１〜６のアシル基を示し、ｎは０〜２の整数である。）
で表されるオルガノシラン、該オルガノシランの加水分解物および該オルガノシランの縮合物の群から選ばれる少なくとも１種、
（Ｂ）（ｂ−１）下記一般式（２）で表される構成単位および
（式中、Ｒ３〜Ｒ５はＣｍＹ２ｍ＋１、ｍ＝０〜５の整数、Ｙはそれぞれ独立に、Ｆ，ＨおよびＣｌから選ばれる。）
（ｂ−２）下記一般式（３）で表される構成単位
〔式中、Ｒｆはフッ素原子を含むアルキル基またはアルコキシアルキル基を示し、Ｒ３〜Ｒ５は一般式（２）と同義であり、同義の範囲内で、一般式（２）のＲ３〜Ｒ５と異なっていてもよい。〕を有し、かつ、
加水分解性基および／または水酸基と結合したケイ素原子を有するシリル基を含む共重合体、ならびに
（Ｃ）光触媒を含有することを特徴とするコーティング用組成物。
【請求項２】 前記オルガノシランが、トリアルコキシシラン類またはジアルコキシシラン類である請求項１記載のコーティング用組成物。
【請求項３】 （Ｂ）成分における加水分解性基および／または水酸基と結合したケイ素原子を有するシリル基の含有量が、ケイ素原子の量に換算して、０．１〜６０モル％である請求項１または２記載のコーティング用組成物。
【請求項４】 前記（ｂ−１）単量体がフルオロエチレン類、フルオロプロペン類または炭素数４以上のフルオロオレフィン類である請求項１〜３いずれか記載のコーティング用組成物。
【請求項５】 前記（ｂ−２）単量体が（イ）（フルオロアルキル）ビニルエーテル、または、（フルオロアルコキシアルキル）ビニルエーテル類、（ロ）パーフルオロ（アルキルビニルエーテル）類もしくは（ハ）パーフルオロ（アルコキシアルキルビニルエーテル）類である請求項１〜４いずれか記載のコーティング用組成物。
【請求項６】 （Ｂ）成分中に、（ｂ−１）構成単位の含有量が、０．５〜６０モル％、（ｂ−２）構成単位の含有量が０．１〜６０モル％であり、（ｂ−１）構成単位と（ｂ−２）構成単位との合計含有量が８０モル％以下である請求項１〜５いずれか記載のコーティング用組成物。
【請求項７】 請求項１〜７いずれか記載のコーティング用組成物から形成しうる塗膜。
【請求項８】 厚さが０．１〜５０μｍである請求項７記載の塗膜。
[Claims]
1. (A) The following general formula (1)
(R1)nSi (OR2)4-n(1)
(In the formula, R1Indicates the same or different monovalent organic group having 1 to 8 carbon atoms when two are present, and R2Indicates the same or different alkyl group having 1 to 5 carbon atoms or acyl group having 1 to 6 carbon atoms, and n is an integer of 0 to 2. )
At least one selected from the group of organosilanes represented by, hydrolysates of the organosilanes and condensates of the organosilanes,
(B) (b-1) The structural unit represented by the following general formula (2) and
(In the formula, R3~ R5Is CmY2m + 1, M = 0-5 integers, Y are independently selected from F, H and Cl, respectively. )
(B-2) A structural unit represented by the following general formula (3)
[In the formula, Rf represents an alkyl group containing a fluorine atom or an alkoxyalkyl group, and Rf3~ R5Is synonymous with the general formula (2), and within the range of the synonyms, R of the general formula (2)3~ R5May be different from. ] And
Copolymers containing silyl groups with hydrolyzable groups and / or silicon atoms bonded to hydroxyl groups, and
(C) A coating composition containing a photocatalyst.
[Claim 2] The coating composition according to claim 1, wherein the organosilane is a trialkoxysilane or a dialkoxysilane.
[Claim 3] Claim 1 or 2 in which the content of the silyl group having a hydrolyzable group and / or a silicon atom bonded to a hydroxyl group in the component (B) is 0.1 to 60 mol% in terms of the amount of the silicon atom. The coating composition described.
[Claim 4] The coating composition according to any one of claims 1 to 3, wherein the monomer (b-1) is a fluoroethylene, a fluoropropene, or a fluoroolefin having 4 or more carbon atoms.
[Claim 5] The (b-2) monomer is (a) (fluoroalkyl) vinyl ether, or (fluoroalkoxyalkyl) vinyl ethers, (b) perfluoro (alkyl vinyl ether), or (c) perfluoro (alkoxyalkyl vinyl ether). The coating composition according to any one of claims 1 to 4.
[Claim 6] In the component (B), the content of the (b-1) constituent unit is 0.5 to 60 mol%, the content of the (b-2) constituent unit is 0.1 to 60 mol%, and (b). -1) The coating composition according to any one of claims 1 to 5, wherein the total content of the structural unit and (b-2) the structural unit is 80 mol% or less.
[Claim 7] A coating film that can be formed from the coating composition according to any one of claims 1 to 7.
[Claim 8] The coating film according to claim 7, which has a thickness of 0.1 to 50 μm.
本発明は、光触媒機能を有するコーティング用組成物に関し、さらに詳しくは、光触媒とシリル基を有するフッ素系重合体を含有するオルガノシラン系の光触媒機能を有するコーティング組成物およびこれより得られる塗膜に関する。 The present invention relates to a coating composition having a photocatalytic function, and more particularly to a coating composition having an organosilane-based photocatalytic function containing a photocatalyst and a fluorine-based polymer having a silyl group and a coating film obtained from the same. ..
一方、オルガノシラン系コーティング材に対する要求性能をある程度満たすコーティング用組成物として、オルガノシランの部分縮合物、コロイダルシリカの分散液およびシリコーン変性アクリル樹脂を配合した組成物（特開昭６０−１３５４６５号公報）、オルガノシランの縮合物、ジルコニウムアルコキシドのキレート化合物および加水分解性シリル基含有ビニル系樹脂を配合した組成物（特開昭６４−１７６９号公報）、オルガノシランの縮合物、コロイド状アルミナおよび加水分解性シリル基含有ビニル系樹脂を配成した組成物（米国特許第４，９０４，７２１号明細書）などが提案されている。 On the other hand, as co-Tin grayed composition satisfying the required performance for the organosilane-based coating material to some extent, partial condensate of organosilane, dispersions and compositions containing the silicone-modified acrylic resin of colloidal silica (JP 60-135465 No.), a composition containing an organosilane condensate, a zirconium alkoxide chelate compound and a hydrolyzable silyl group-containing vinyl resin (Japanese Patent Laid-Open No. 64-1769), an organosilane condensate, and colloidal alumina. And a composition (US Pat. No. 4,904,721) in which a hydrolyzable silyl group-containing vinyl resin is compounded has been proposed.
さらに、本願特許出願人は、既にオルガノシランの加水分解物および／またはその部分縮合物、加水分解性および／または水酸基と結合したケイ素原子を有するシリル基を有するビニル系樹脂、金属キレート化合物ならびにβ−ジケトン類および／またはβ−ケトエステル類を含有するコーティング用組成物（特開平５−３４５８７７号公報）を提案しており、該組成物は、オルガノシラン系コーティング材に求められている上記塗膜性能のバランスに優れているが、これらの性能についても、さらなる改善が求められている。 Furthermore, the patent applicant of the present application has already hydrolyzed and / or a partial condensate thereof of organosilane, a vinyl resin having a silyl group having a hydrolyzable and / or silicon atom bonded to a hydroxyl group, a metal chelate compound, and β. A coating composition containing −diketones and / or β-ketoesters (Japanese Patent Laid- Open No. 5-345877) has been proposed, and the composition is the coating film required for an organosilane coating material. The balance of performance is excellent, but further improvement is required for these performances as well.
【０００９】
【課題を解決するための手段】
本発明は、（Ａ）下記一般式（１）
（Ｒ１）ｎＳｉ（ＯＲ２）４−ｎ・・・・・（１）
（式中、Ｒ１は、２個存在するときは同一または異なり、炭素数１〜８の１価の有機基を示し、Ｒ２は、同一または異なり、炭素数１〜５のアルキル基または炭素数１〜６のアシル基を示し、ｎは０〜２の整数である。）
で表されるオルガノシラン、該オルガノシランの加水分解物および該オルガノシランの縮合物の群から選ばれる少なくとも１種（以下「（Ａ）成分」ともいう）、
（Ｂ）（ｂ−１）下記一般式（２）で表される構成単位（以下「（ｂ−１）構成単位」ともいう）、および
（式中、Ｒ３〜Ｒ５はＣｍＹ２ｍ＋１、ｍ＝０〜５の整数、Ｙはそれぞれ独立に、Ｆ，ＨおよびＣｌから選ばれる。）
（ｂ−２）下記一般式（３）で表される構成単位（以下「（ｂ−２）構成単位」ともいう）
〔式中、Ｒｆはフッ素原子を含むアルキル基またはアルコキシアルキル基を示し、Ｒ３〜Ｒ５は一般式（２）と同義であり、同義の範囲内で、一般式（２）のＲ3 〜Ｒ5 と異なっていてもよい。〕
を有し、かつ、
加水分解性基および／または水酸基と結合したケイ素原子を有するシリル基（以下「特定シリル基」ともいう）
を含む共重合体（以下「（Ｂ）成分」ともいう）、ならびに
（Ｃ）光触媒（以下「（Ｃ）成分」ともいう）
を含有することを特徴とするコーティング用組成物を提供するものである。
ここで、前記オルガノシランが、トリアルコキシシラン類またはジアルコキシシラン類であることが好ましい。
上記（Ｂ）成分における加水分解性基および／または水酸基と結合したケイ素原子を有するシリル基の含有量が、ケイ素原子の量に換算して、０．１〜６０モル％であることが好ましい。
また、前記（ｂ−１）単量体がフルオロエチレン類またはフルオロプロペン類であることが好ましい。
前記（ｂ−２）単量体が（イ）（フルオロアルキル）ビニルエーテル、または、（フルオロアルコキシアルキル）ビニルエーテル類、（ロ）パーフルオロ（アルキルビニルエーテル）類もしくは（ハ）パーフルオロ（アルコキシアルキルビニルエーテル）類であることが好ましい。
さらに、（Ｂ）成分中に、（ｂ−１）構成単位の含有量が、０．５〜６０モル％、（ｂ−２）構成単位の含有量が０．１〜６０モル％であり、（ｂ−１）構成単位と（ｂ−２）構成単位との合計含有量が８０モル％以下であることが好ましい。
次に、本発明は、上記記載のコーティング用組成物から形成しうる塗膜に関する。
上記塗膜の厚さが０．１〜５０μｍであることが好ましい。
0009
[Means for solving problems]
The present invention has (A) the following general formula (1).
(R 1 ) n Si (OR 2 ) 4-n ... (1)
(In the formula, R 1 is the same or different when two are present and represents a monovalent organic group having 1 to 8 carbon atoms, and R 2 is the same or different and is the same or different and is an alkyl group or carbon having 1 to 5 carbon atoms. It shows an acyl group of the number 1 to 6, and n is an integer of 0 to 2.)
Organosilane represented by, at least one selected from the group of the hydrolyzate of the organosilane and the condensate of the organosilane (hereinafter, also referred to as “component (A)”).
(B) (b-1) A structural unit represented by the following general formula (2) (hereinafter, also referred to as “(b-1) structural unit”), and
(In the formula, R 3 to R 5 are C m Y 2m + 1 , integers m = 0 to 5, and Y is independently selected from F, H, and Cl.)
(B-2) A structural unit represented by the following general formula (3) (hereinafter, also referred to as "(b-2) structural unit")
[In the formula, Rf indicates an alkyl group or an alkoxyalkyl group containing a fluorine atom, and R 3 to R 5 are synonymous with the general formula (2), and within the synonymous range, R 3 to the general formula (2). It may be different from R 5. ]
And
A silyl group having a hydrolyzable group and / or a silicon atom bonded to a hydroxyl group (hereinafter, also referred to as "specific silyl group").
Copolymer containing (hereinafter, also referred to as "(B) component"), and (C) photocatalyst (hereinafter, also referred to as "(C) component").
To provide a coating composition comprising.
Here, it is preferable that the organosilanes are trialkoxysilanes or dialkoxysilanes.
The content of the hydrolyzable group and / or the silyl group having a silicon atom bonded to the hydroxyl group in the component (B) is preferably 0.1 to 60 mol% in terms of the amount of the silicon atom.
Further, it is preferable that the (b-1) monomer is fluoroethylene or fluoropropene.
The (b-2) monomer is (a) (fluoroalkyl) vinyl ether, or (fluoroalkoxyalkyl) vinyl ethers, (b) perfluoro (alkyl vinyl ether), or (c) perfluoro (alkoxyalkyl vinyl ether). It is preferable that it is a class.
Further, in the component (B), the content of the (b-1) constituent unit is 0.5 to 60 mol%, and the content of the (b-2) constituent unit is 0.1 to 60 mol%. The total content of the (b-1) structural unit and the (b-2) structural unit is preferably 80 mol% or less.
Next, the present invention relates to a coating film that can be formed from the above-mentioned coating composition.
The thickness of the coating film is preferably 0.1 to 50 μm.
このような（Ａ）成分の市販品としては、三菱化学（株）製のＭＫＣシリケート、コルコート化学（株）製のシリケート、東レ・ダウコーニング社製のシリコーンレジン、東芝シリコーン（株）製のシリコーンレジン、日本ユニカー（株）製のシリコーンオリゴマーなどが挙げられる。 Examples of commercially available products of component (A), MKC silicate manufactured by Mitsubishi Chemical Corporation, Colcoat Chemical Co. silicate, manufactured by Dow Corning Toray Co., Ltd. silicone over Nrejin, Toshiba Silicone Co., Ltd. silico over Nrejin, such as Japan Unica chromatography (Ltd.) of silicon over down the oligomer, and the like.
Ｍ（ＯＲ８ ｐ（Ｒ９ＣＯＣＨＣＯＲ１０）ｑ・・・（５）
〔式中、Ｍはジルコニウム、チタンまたはアルミニウムを示し、Ｒ８およびＲ９は、同一または異なって、エチル基、ｎ−プロピル基、ｉ−プロピル基、ｎ−ブチル基、ｓｅｃ−ブチル基、ｔ−ブチル基、ｎ−ペンチル基、ｎ−ヘキシル基、シクロヘキシル基、フェニル基などの炭素数１〜６の１価の炭化水素基を示し、Ｒ１０は、Ｒ８およびＲ９と同様の炭素数１〜６の１価の炭化水素基のほか、メトキシ基、エトキシ基、ｎ−プロポキシ基、ｉ−プロポキシ基、ｎ−ブトキシ基、ｓｅｃ−ブトキシ基、ｔ−ブトキシ基、ラウリルオキシ基、ステアリルオキシ基などの炭素数１〜１６のアルコキシ基を示し、ｐおよびｑは０〜４の整数で、（ｐ＋ｑ）＝（Ｍの原子価）である。〕
M (OR 8 p (R 9 COCHCOR 10 ) q ... (5)
[In the formula, M represents zirconium, titanium or aluminum, and R 8 and R 9 are the same or different, ethyl group, n-propyl group, i-propyl group, n-butyl group, sec-butyl group, t. It represents a monovalent hydrocarbon group having 1 to 6 carbon atoms such as a-butyl group, n-pentyl group, n-hexyl group, cyclohexyl group and phenyl group, and R 10 has the same carbon number as R 8 and R 9. In addition to monovalent hydrocarbon groups 1 to 6, methoxy group, ethoxy group, n-propoxy group, i-propoxy group, n-butoxy group, sec-butoxy group, t-butoxy group, lauryloxy group, stearyloxy indicates alkoxy groups having 1 to 16 carbon atoms such as groups, p and q are integers of 0 to 4, a (p + q) = (valence of M). ]
プライマーの種類としては、例えば、アルキド樹脂、アミノアルキド樹脂、エポキシ樹脂、ポリエステル、アクリル樹脂、ウレタン樹脂、フッ素樹脂、アクリルシリコーン樹脂、アクリルエマルジョン、エポキシエマルジョン、ポリウレタンエマルジョン、ポリエステルエマルジョン、シリコーンエマルジョン、ポリシロキサンや、本発明における（Ａ）成分と（Ｂ）成分とからなる組成物、本発明における（Ａ）成分と（Ｂ）成分と（Ｇ）成分とからなる組成物などを挙げることができる。また、これらのプライマーには、厳しい条件での基材と塗膜との密着性が必要な場合、各種の官能基を付与することもできる。このような官能基としては、例えば、水酸基、カルボキシル基、カルボニル基、アミド基、グリシジル基、アルコキシシリル基、アルキルシリル基、エーテル結合、エステル結合などを挙げることができる。 The primers, for example, alkyd resins, amino alkyd resins, epoxy resins, polyesters, acrylic resins, urethane resins, fluororesins, acrylic silicone over down resin, acrylic emulsion, epoxy emulsion, polyurethane emulsion, polyester emulsion, silicone over emissions Examples thereof include an emulsion, a polysiloxane, a composition composed of the component (A) and the component (B) in the present invention, and a composition composed of the component (A), the component (B) and the component (G) in the present invention. Can be done. Further, various functional groups can be added to these primers when adhesion between the base material and the coating film is required under severe conditions. Examples of such a functional group include a hydroxyl group, a carboxyl group, a carbonyl group, an amide group, a glycidyl group, an alkoxysilyl group, an alkylsilyl group, an ether bond, an ester bond and the like.
（１１）耐汚染性（１）
塗膜上に、カーボンブラック／灯油＝１／２（重量比）の混合物からなるペーストを塗り付け、室温で２４時間放置したのち、スポンジを用いて水洗して、塗膜の汚染状態を観察し、下記基準で評価した。
○；汚染なし
△；少し汚染されている。
×；汚染が著しい。
(11) Contamination resistance (1)
A paste consisting of a mixture of carbon black / kerosene = 1/2 (weight ratio) is applied onto the coating film, left at room temperature for 24 hours, washed with water using a sponge, and the contamination state of the coating film is observed. , Evaluated according to the following criteria.
○; No contamination △; Slightly contaminated.
×; Contamination is significant.
（１２）耐汚染性（２）
塗膜上に、コールタールを塗り付け、室温で２４時間放置したのち、布で拭き取り、塗膜の汚染状態を観察し、下記基準で評価した。
○；から拭きで汚染除去。
△；水洗で汚染除去。
×；水洗でも汚染が残る。
(12) Contamination resistance (2)
Coal tar was applied onto the coating film, left at room temperature for 24 hours, wiped off with a cloth, and the contamination state of the coating film was observed and evaluated according to the following criteria.
○; Remove decontamination by wiping.
△; Decontamination by washing with water.
×: Contamination remains even after washing with water.
（１３）耐汚染性（３）
塗膜を屋外にて４５度の角度で南西に向けて６カ月放置したのち、初期状態との色差を測定し、下記基準で評価した。
○；色差１未満
△；色差１以上３未満
×；色差３以上
(13) Contamination resistance (3)
After the coating film was left outdoors at an angle of 45 degrees toward the southwest for 6 months, the color difference from the initial state was measured and evaluated according to the following criteria.
◯; Color difference less than 1 Δ; Color difference 1 or more and less than 3 ×; Color difference 3 or more
参考例１〔（Ｂ）成分の重合〕
電磁攪拌機を備えたステンレス製のオートクレーブを窒素ガスで十分置換したのち、このオートクレーブ内にメチルイソブチルケトンを１５０部とエチルビニルエーテル７０部と過酸化ラウロイル（ラジカル重合開始剤）１．５部とを仕込み、オートクレーブ内の溶液をドライアイス−メタノールにより−５０℃まで冷却したのち、窒素ガスによって系内の酸素を再度除去した。次いで、ヘキサフルオロプロペン１０部、パーフルオロ（プロピルビニルエーテル）１０部、ビニルトリメトキシシラン１０部を添加し、昇温を開始した。オートクレーブ内の温度が６０℃に達した時点におけるオートクレーブ内の圧力は５ｋｇｆ／ｃｍ２であった。
反応系の温度を６０℃に保持しながら攪拌することにより、２０時間重合反応を継続させ、オートクレーブ内の圧力が１．５ｋｇｆ／ｃｍ２に低下した時点で水冷して反応を停止させ、固形分濃度４０％のシリル基含有フッ素重合体（Ｂ−１）を得た。
Reference Example 1 [Polymerization of component (B)]
After sufficiently replacing a stainless steel autoclave equipped with an electromagnetic stirrer with nitrogen gas, 150 parts of methyl isobutyl ketone, 70 parts of ethyl vinyl ether and 1.5 parts of lauroyl peroxide (radical polymerization initiator) are charged in this autoclave. The solution in the autoclave was cooled to −50 ° C. with dry ice-methanol, and then oxygen in the system was removed again with nitrogen gas. Then, 10 parts of hexafluoropropene, 10 parts of perfluoro (propyl vinyl ether), and 10 parts of vinyltrimethoxysilane were added, and the temperature was started. The pressure in the autoclave was 5 kgf / cm 2 when the temperature in the autoclave reached 60 ° C.
The polymerization reaction was continued for 20 hours by stirring while maintaining the temperature of the reaction system at 60 ° C., and when the pressure in the autoclave decreased to 1.5 kgf / cm 2 , the reaction was stopped by water cooling to stop the solid content. A silyl group-containing fluoropolymer (B-1) having a concentration of 40% was obtained.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11084536A JP2000273396A (en) | 1999-03-26 | 1999-03-26 | Coating composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11084536A JP2000273396A (en) | 1999-03-26 | 1999-03-26 | Coating composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000273396A JP2000273396A (en) | 2000-10-03 |
| JP2000273396A5 true JP2000273396A5 (en) | 2005-11-04 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11084536A Pending JP2000273396A (en) | 1999-03-26 | 1999-03-26 | Coating composition |
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| Country | Link |
|---|---|
| JP (1) | JP2000273396A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4846088B2 (en) * | 2000-11-07 | 2011-12-28 | 多木化学株式会社 | Titanium oxide-containing photocatalyst coating liquid, production method thereof, and titanium oxide photocatalyst structure |
| EP1369453B1 (en) | 2002-06-03 | 2006-11-29 | 3M Innovative Properties Company | Fluoro-Silane-Oligomer composition |
| JP2004067947A (en) * | 2002-08-08 | 2004-03-04 | Nippon Soda Co Ltd | Coating liquid for forming photocatalytic layer and photocatalyst carrying structure |
| JP4811389B2 (en) * | 2007-11-07 | 2011-11-09 | パナソニック電工株式会社 | How to add antifogging properties |
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1999
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